It was the summer after graduation. As with any college-bound kid, I was trying to fit as much as I could into those two months. The preparation for going off to school was daunting enough along with working full time at the job I'd had since I turned 16. I also had a serious relationship that was in its third year. My girlfriend, Amanda and I had a solid thing going and I was truly happy about it. We were going our separate ways to different colleges but would only be about 90 minutes from each other and already had a plan to visit once per week as well as seeing each other on the weekends when we would both return home to continue working. Amanda was gorgeous, with a bob of red hair just above her shoulders, beautiful, B-cup tits that defied gravity and hips that were absolutely perfect for grabbing and holding during sex. We had a great sexual relationship and I had absolutely no complaints.
The one complication was Anna.
Anna was our mutual best friend and we both loved her to pieces. We'd all been friends for years and she dated one of my best friends, Jeff. There had long been a flirtatious nature between Anna and I and we were completely open about it. There was never any jealousy, concern, or issue with our banter. As we were getting older, however, the sexual tension had become more than palpable.
Anna was the same height as Amanda, about 5'3", and very thin. She had small hips and a tight little ass with very small breasts. Her long, blonde, hair came to halfway down her back and was perfectly straight. She had a smirk and a sass that just made me want to...well, there's no other way to put it...own her in bed. Don't get me wrong. I knew it would be a challenge and I suspected a right fun one at that.
The temptation was even greater as we only lived four blocks from one another. She lived with her mom and they had a rather fraught relationship at times. She would occasionally call and say "I need to get out of the house." and we'd spend an afternoon or evening watching a movie and just hanging out. Sometimes, this happened with Amanda and sometimes not.
One afternoon in June, I got such a call and told her to come over and we would laugh and get her mind off of things. She arrived fifteen minutes later and followed me into the kitchen. Amanda was working that entire afternoon/evening and I wouldn't see her for the rest of the day. After getting each of us a drink, I excused myself to the powder room quickly and, when I emerged, Anna was no longer in the kitchen. In fact, she wasn't downstairs at all anymore. I called out "Where'd you go?" and she quickly responded with "I'm up here." I thought that, maybe, she ran upstairs to use the other bathroom. In any case, I walked upstairs. I was surprised to find her sitting on my bed.
I should take a moment to describe her outfit that day. She was wearing tight jeans as was normally the case with her. Her shirt was a denim button-down with Mickey Mouse on the front of it. The placement of Mickey's hands was odd on this particular shirt and one of them actually wasn't visible, looking as though it was inside of her shirt. It was a running joke whenever she'd wear it and someone would always ask where, exactly, Mickey's other hand was and what it was up to.
Seeing her sitting on my bed, I wasn't really sure what to say. I managed a "What's up?" and felt like an idiot. She stood up and closed the small gap between us. There might have been three inches between the tips of our noses. Anna quietly said "Tell me what you want right in this moment." Without hesitation, I replied "I really want to kiss you."
"Then, I think you should."
I leaned in and softly pressed my lips to hers. She tilted her head slightly and parted her lips as our tongues just touched. We retreated for an instant and then resumed with an even deeper, more passionate kiss. My arms were already around her and I slowly slid my hands down to her ass; firm and small enough to fit into my palms. She stepped back and sat back down on the edge of the bed, smirking. "I think you should find out where Mickey's other hand is." I wasted no time. Kneeling on the floor, between her legs, I began unbuttoning her denim shirt from the top down. Reaching the bottom button, I pulled the tails of her shirt from within her jeans and then reached up to slide it off of her shoulders. She reached back and pulled it from her arms, tossing it to the floor. Holding her sides, I slid my thumbs across her pale, perfect skin and then moved my hands around to her back...unclasping her bra. She had the most magnificent, martini glass tits that I've ever seen. I rubbed my thumb across one hardened nipple and leaned in to take the other between my lips. Swirling my tongue around it several times, I sucked gently and garnered a gasp and an "Mmmmm" from Anna.
She reached down and began to bunch my shirt up in her hands, pulling it upwards in an effort to remove it from me. I reached up and grabbed the collar, pulling it over my head and tossing it on the floor with hers.
At this point, I had to reach down and reposition myself within my jeans as I'd become fully erect. The movement wasn't lost on her and she whispered "Stand up." I did as I was told and heard her say "Oh, damn." I laughed and said "Don't flatter me. It's average." Anna ran her hands up my thighs and then one flattened palm up my crotch, against my straining cock. She made surprisingly quick work of my belt, button and zipper and slid my jeans down my legs. At the time, I wore briefs and they were small enough that the head of my cock was protruding above the elastic band...a large drop of precum sitting atop. She immediately hooked her fingers into the elastic and slid my briefs down to join my jeans. As she did so, she gasped "Fuck." I began to reply "It's only six..." and she cut me off with a curt "It's twice as thick as Jeff's."
"Oh." was all I could answer as I smiled inwardly.
She brushed a fingertip across the tip and touched it to her tongue...tasting my precum. "It's so sweet!" she smiled and leaned toward me, flicking her tongue against the head of my cock and capturing the remaining dollop of clear, viscous liquid. She then wrapped her hand around me. "My fingertips don't even touch. Wow." She squeezed lightly and then said "I think you should lay down." I stepped out of my clothes that were around my ankles and sat on the bed before laying flat on my back. Anna stood up, undid her jeans and slid them to the ground, stepping out of them and leaving on her pair of cute and unassuming panties.
She climbed onto the bed and crawled on her hands and knees over my body and up to kiss me. She laid her lithe body atop mine and began to kiss me deeply. I ran my hands up and down her back as we made out properly. Sliding them over her skin, inside of her panties and back up to her shoulders. I could feel the warmth of her sex through the cotton of her underwear and against my cock. I felt more precum oozing from my cock with a tickling sensation as she parted lips with me and began kissing down my neck...to my chest...to my stomach. She was propped up on her hands and knees again when she stopped just over my painfully-hard cock. She leaned in and slowly ran her flattened tongue from the base to the tip, eliciting a low moan from me. As she reached the head, she took one hand and gripped me, pulling the shaft outward and closing her mouth over my cock. She stopped abruptly and said "I can barely fit it in my mouth. Am I scraping you with my teeth?" I told her that I wasn't sure and asked if I could let her know in half an hour. She laughed loudly before taking me back into her mouth and swirling her tongue around the head of my cock. I gasped and moaned words of encouragement.
She began to descend deeper, taking more and more of me into her mouth and milking more precum from me every time she would ascend. "I love how much of this sweet stuff you keep giving me. If I hadn't seen it, I'd have sworn you were cumming slowly." I replied simply "When I cum, you won't have to wonder. You'll be absolutely sure."
She looked up at me and stopped long enough to ask "That much or that hard?"
I stared back in reply.
"Both?!" she said.
"You'll have to let me know." I smirked back at her.
She shrugged with a smile and said "We'll see." as she rolled to the side of one leg, laying on the bed and against me as she propped herself up on one elbow for support. She used her other hand to grip the base of my cock and hold me as she continued working it with her warm, incredible mouth. Amanda was perfectly proficient at giving a blowjob but Anna knew how to suck cock. There is a difference that I hadn't appreciated until I was in her mouth. She wasn't afraid to keep things wet. There was a thick coating of saliva covering my shaft and pooling at the base, even covering my balls. She wasn't shy about making any noise either. She sucked and slurped shamelessly and it just made the experience that much hotter for me.